D. Xiao et Dm. Ketcha, DIELS-ALDER REACTIONS OF 2-VINYL-1-(PHENYLSULFONYL)PYRROLE AND 3-VINYL-1-(PHENYLSULFONYL)PYRROLES, Journal of heterocyclic chemistry, 32(2), 1995, pp. 499-503
Regioselectively produced 2- and 3-acetyl-1-(phenylsulfonyl)pyrroles c
an be reduced to the corresponding alcohols and subsequently dehydrate
d to afford N-protected vinylpyrroles. These remarkably stable vinylpy
rroles can then serve as heterodienes in [4 + 2] cycloaddition reactio
ns with electron deficient dienophiles to afford tetrahydroindole deri
vatives.